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I asked 9 therapists about the biggest regrets of their clients in their 40s, and nearly all gave the same answer, which was unrelated to career or finances.

I asked 9 therapists about the biggest regrets of their clients in their 40s, and nearly all gave the same answer, which was unrelated to career or finances.

As people move into their forties, regrets often revolve not around careers or finances, but rather the friendships that faded away while they were busy with other commitments.

Initially, this idea emerged during a chat over coffee with a psychologist in Brisbane. She noted that her clients rarely discussed job-related regrets; instead, they lamented the friends they had stopped contacting, the groups that disbanded after relocations, and the realization that, despite having coworkers, they felt utterly alone at times. This struck a chord with me, prompting further conversations with several therapists across Australia, the UK, and the US. The pattern in their responses was quite telling.

Recurring Regrets

The majority of therapists I consulted pointed to a common theme: clients in their forties often regret neglecting close friendships during their late twenties and early thirties. A couple of therapists highlighted related feelings like emotional isolation from partners or losing a sense of community. Still, the essence of the regret seemed shared among them all.

Research supports this notion, pointing to a subtle ache buried beneath work pressures and family duties. Many individuals, fully immersed in their careers and family life, let friendships slip down the priority list, often realizing too late how much had changed.

What’s particularly troubling about this regret is that it rarely involves dramatic breakups. There’s no explicit conflict—just a gradual dimming of connections. Unanswered messages became the norm, plans that evaporated, and an increasing sense of awkwardness about reaching out after such a long time apart.

The Decade of Friendship Decline

Therapists identified a crucial time frame: ages 28 to 38. During this period, many people undergo significant life changes all at once. New careers often lead to new locations, partnerships turn into marriages, children arrive, and long hours for mortgages ensue. While each transition is manageable, together, they can lead to a dramatic drop in friendship maintenance.

One therapist in Melbourne expressed it simply: clients enter their thirties with a close circle and emerge with a partner, perhaps children, and a career, but the friends don’t make it through the tunnel.

I recently explored a similar dynamic regarding how people in their forties sometimes claim they prefer solitude, but this may mask deeper feelings of loneliness. Several therapists echoed this thought: there’s a difference between choosing solitude and constructing a narrative that helps cope with a loneliness you’ve grown used to.

Interestingly, research suggests that while friendships become harder to sustain in midlife, those that do survive tend to be more fulfilling. Unfortunately, many arrive at this stage with few enduring connections.

Voices in Therapy

When I probed the therapists about how this regret typically manifests in therapy, the responses were strikingly similar.

It’s less about outright loneliness complaints. Instead, clients might mention how their partner feels like their sole confidant and indicate that this reliance feels increasingly heavy. Others might find themselves scrolling through contacts, only to realize there’s nobody to reach out to for a real conversation. Even parents notice their child’s natural ease in making friends and feel a sense of grief they can’t articulate.

A therapist from London noted that her clients often ask, “Is this just what adult life is?” They seem to have accepted the fading friendships as a norm, believing that by the age of 43, everyone’s social circle has shrunk to almost nothing. This perception is culturally reinforced; we celebrate career and family milestones but rarely acknowledge the need to nurture friendships actively.

In a previous piece, I discussed how the toughest form of loneliness in later life isn’t losing a spouse or moving; it’s realizing that friendships you believed were mutual were maintained solely through your efforts. This pattern typically starts in the thirties and crystallizes in the mid-forties.

Why This Matters

This issue transcends mere emotional preference. The loss of friendships in midlife significantly impacts overall health and well-being.

Research indicates that midlife is a crucial period for shaping healthy aging, with many studies spotlighting social connection as integral to this process. Social isolation in midlife can lead to various health risks.

Interestingly, those who age well often show greater acceptance and diminished regret over time, but this does not happen by chance. It requires reflection and the kind of processing that close relationships support. People lacking close friends in later midlife often remain stuck in regret longer.

What Clients Wish They Had Done

When I asked therapists what their clients wished they had done differently regarding friendships, responses were practical: rather than lamenting about having more friends, they conveyed things like:

  • “I wish I’d kept showing up even when I was tired.”
  • “I wish I’d been the one to reach out instead of waiting on invitations.”
  • “I wish I hadn’t assumed friendships would last without effort.”
  • “I wish I’d viewed nights out with friends as commitments, not optional.”

The underlying theme was clear: people wish they had treated friendships with the same care and maintenance as marriages or careers. It’s about small, consistent gestures—like sending a text just to check in or showing up when you’d rather stay home because those connections matter more.

Therapists noted that men, in particular, face unique challenges. Cultural expectations of self-sufficiency may make it harder for them to recognize or address the loss of friendships. One therapist in Sydney often encounters men in their forties with family, colleagues, and yet no close male friends at all. They usually don’t see this gap until a crisis arises, revealing their support system is paper-thin.

Rebuilding Connections

Therapists generally agreed that rekindling friendships in your forties is genuinely more challenging than maintaining them would have been. The social environment that made forming friendships easier in one’s twenties—like shared spaces and unstructured time—often doesn’t exist anymore. Now, every connection demands effort.

But calling it harder doesn’t equate to impossible. I heard stories from therapists about clients who had successfully fostered meaningful relationships by changing their approach. They reframed what “maintaining” meant—sending casual voice notes instead of waiting for perfect timing, engaging on social media, and saying yes to events they’d usually avoid.

They also embraced vulnerability, understanding that reconnecting after years apart might feel daunting but often isn’t as awkward as they fear. Most people appreciate hearing from old friends.

One therapist provided a useful reframe: “Think of friendship like fitness. You wouldn’t expect to be fit without regular exercise. Similarly, you can’t expect to have close friends without investing time and energy.” This analogy resonates because it highlights the reality of friendship atrophy, which can worsen if left unchecked.

Research suggests a key step toward change involves naming and acknowledging what has deteriorated instead of brushing it aside. You have to face the fallen connections to start rebuilding.

If you’re in your thirties, the best way to prepare for the future is to treat your friendships as valuable right now. Not later. Today. Since life rarely calms down and simply shifts, those you invest effort in now are more likely to still be around when you truly need them.

And for those in their forties who recognize this reflection, it’s not too late. It just requires a shift where effort becomes necessary. That’s not a failure—it’s simply what this phase of life demands.

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